1,3,6-Trichloro-5,6-dihydro-cyclopenta[c]thiophen-4-one | 470704-41-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1,3,6-Trichloro-5,6-dihydro-cyclopenta[c]thiophen-4-one
• 英文别名: 1,3,6-Trichloro-5,6-dihydrocyclopenta[c]thiophen-4-one
• CAS: 470704-41-7
• 化学式: C₇H₃Cl₃OS
• 分子量: 241.525
• InChiKey: HQIUNWVVIXWUNN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  45.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1,3,6-Trichloro-5,6-dihydro-cyclopenta[c]thiophen-4-one 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 1.0h， 以62%的产率得到(4S,6R)-1,3,6-Trichloro-5,6-dihydro-4H-cyclopenta[c]thiophen-4-ol
  参考文献：
  名称：

  Facile Diastereoselective Routes to Highly Functionalized Cyclopenta[c]thiophenes as Useful Scaffolds in Medicinal Chemistry

  摘要：

  从氨基环戊并[c]噻吩酮开始，描述了非对映选择性地获得高度官能化的环戊并[c]噻吩衍生物的方法，这些衍生物是药物化学中潜在的有用支架。

  DOI：

  10.1055/s-2002-31960
• 作为产物：
  描述：

  1,3-Dichloro-6-hydroxy-5,6-dihydro-cyclopenta[c]thiophen-4-one 在 氯化亚砜 作用下， 反应 0.25h， 以68%的产率得到1,3,6-Trichloro-5,6-dihydro-cyclopenta[c]thiophen-4-one
  参考文献：
  名称：

  Synthesis and biological evaluation of cyclopenta[ c ]thiophene related compounds as new antitumor agents

  摘要：

  A series of 22 cyclopenta[c]thiophene related compounds was obtained by the pharmacomodulation of 6-amino-5,6- dihydro-4H-cyclopenta[c]thiophen-4-ones 1a-g. All compounds were evaluated for potential anticancer activity in the NCI's in vitro human disease-oriented tumor cell line screening panel that consisted of 60 human tumor cell lines arranged in nine subpanels, representing diverse histologies. Among these tested compounds. seven were found to be cytotoxic, especially against leukemia cell lines, allowing us to point out some structure activity relationships. These derivatives were further evaluated for potential in vivo anticancer activity in the hollow fiber assay developed at the NCI, which selected two compounds. If and 3a for standard xenograft testing. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(02)00070-6

文献信息

• Synthesis and biological evaluation of cyclopenta[ c ]thiophene related compounds as new antitumor agents
  作者：Patrick Dallemagne、Lan Pham Khanh、Abdellah Alsaı̈di、Olivier Renault、Isabelle Varlet、Valérie Collot、Ronan Bureau、Sylvain Rault

  DOI：10.1016/s0968-0896(02)00070-6

  日期：2002.7

  A series of 22 cyclopenta[c]thiophene related compounds was obtained by the pharmacomodulation of 6-amino-5,6- dihydro-4H-cyclopenta[c]thiophen-4-ones 1a-g. All compounds were evaluated for potential anticancer activity in the NCI's in vitro human disease-oriented tumor cell line screening panel that consisted of 60 human tumor cell lines arranged in nine subpanels, representing diverse histologies. Among these tested compounds. seven were found to be cytotoxic, especially against leukemia cell lines, allowing us to point out some structure activity relationships. These derivatives were further evaluated for potential in vivo anticancer activity in the hollow fiber assay developed at the NCI, which selected two compounds. If and 3a for standard xenograft testing. (C) 2002 Elsevier Science Ltd. All rights reserved.
• Facile Diastereoselective Routes to Highly Functionalized Cyclopenta[c]thiophenes as Useful Scaffolds in Medicinal Chemistry
  作者：Lan Pham Khanh、Patrick Dallemagne、Sylvain Rault

  DOI：10.1055/s-2002-31960

  日期：——

  The diastereoselective access to highly functionalized cyclopenta[c]thiophene derivatives, potential useful scaffolds in medicinal chemistry, is described starting from aminocyclopenta[c]thiophenones.

  从氨基环戊并[c]噻吩酮开始，描述了非对映选择性地获得高度官能化的环戊并[c]噻吩衍生物的方法，这些衍生物是药物化学中潜在的有用支架。